"Good." Dean would keep checking in until Dempsey either told him to stop, or he realized that was the whole point. "You're learning." Perhaps not in the way he expected, but Dean was rarely short on praise, even in a simple form, when the tone had been set like this. The better part of the reward for answering was what came next, Dean expected.

He leaned in, pressing his lips to the other man's thigh, one hand pressing a thumb into the joint along that delicious line between leg and torso, just below the hip bone. His other hand ran along Dempsey's length in a firm grasp that left little to the imagination. Dean wanted Dempsey to melt under his touch, to feel the want and the need brimming until it was nearly impossible to take. Only then would Dean give them what they both wanted.

This was familiar territory and it was a good place to start. Dean knew exactly what Dempsey liked in this regard... which meant he could take it away if needed. Dean suspected Dempsey was starting to get the idea though, as he hadn't moved without permission again. Licking his lips, Dean worked his way back to the intended prize, taking Dempsey into his mouth and running his tongue against all the right spots.

He took the pace almost lazily, agonizingly slow, working up to when he could feel the tension building. This was an easy read for him, as he was intimately familiar with Dempsey's reactions, no matter how much he may or may not try to let on, there was always some sort of tell. Dean let the sensations with their way up until he had Dempsey right on the edge; which was exactly where he planned to keep him.

He eased back, working his way back up to a searing kiss, hissing in Dempsey's ear to head toward the bed, Dean already pulling him along toward the side of the bed. Stepping away just briefly to pull a silk scarf from his nightstand, he added "Turn around." and slipped the silk over Dempsey's eyes. "Alright?" The tie hanging from his pocket served another purpose, but only if Dempsey stopped following directions.